4-Fluorophenylboronic acid → HCID 90036809, compound

HRID 925647Notes

Reaction equation

HRID 925647 reaction equation
Br[C:2]1[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=[C:4]([F:17])[CH:3]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[F:17][C:4]1[CH:3]=[C:2]([C:22]2[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=2)[C:10]2[N:9]3[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[O:16])[C:8]3=[CH:7][C:6]=2[CH:5]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 90036075HCID 90036075, compound2×

Product 1

HCID 90036809HCID 90036809, compound

Procedure

The title compound, light brown solid (54 mg, 69%), MS (ISP) m/z=313.2 [(M+H)+], mp 239.5° C., was prepared in accordance with the general method of example 1 from 7-bromo-9-fluoro-2,3,4,5-tetrahydro-[1,4]diazepino[1,2-a]indol-1-one (intermediate 2) (74.3 mg, 0.25 mmol) and commercially available 4-fluoro-phenylboronic acid (45.5 mg, 0.325 mmol).

Sources & evidence

ORD record
ord-139176bb0f62457d872ab605840edb10
Source dataset
uspto-grants-2016_03
Patent number
US09284321B2

Reaction notes

Loading…